I've been scratching my head about this for quite some time and can't quite figure it out. I have a share on Server1 (Windows 2008 R2) and Server2 (Windows 2012 R2) that I use to store SQL backups ...

The script will run correctly as ‘administrator’ from a 2012,8.0 or newer machine with SQL Management Objects installed, you can query backups taken on a 2005 or newer SQL box and restore to a server ...

However, when i attempt to do an in-place upgrade of SQL to 2008 R2, either 32 or 64 bit, it goes through the part where it checks the Setup Support Rules with no issues.